ORD - SJU

$110 Find Cheap Flights from Chicago O'Hare Airport to San Juan - Compare and Save

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Everything you should know

Cheapest round-trip
$217
Typical prices: $303-$546
Frontier
Tue 10/23Mon 10/29
ORD - SJU • 1 stop
Cheapest non-stop
$218
Typical prices: $324-$574
Frontier
Fri 11/30Mon 12/17
ORD - SJU • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and Frontier. Average duration is 4h 47m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 86% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 12 weeks in advance save around 12% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $295 (round-trip)
Shortest trip • 6h 58m (one-way)
Insights
Insights
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We hope you love your trip to San Juan Luis Munoz Marin Intl Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to San Juan (ORD-SJU)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to San Juan

Fri, Oct 30 - Sat, Nov 7
Frontier Logo
4:42 pm - 4:16 pmORD  Chicago O'Hare Intl-SJU San Juan Luis Munoz Marin Intl
22h 34m1 stop Philadelphia
Frontier Logo
7:26 pm - 8:46 amSJU  San Juan Luis Munoz Marin Intl-ORD Chicago O'Hare Intl
15h 20m1 stop Orlando
$217Frontier
Sat, Oct 17 - Mon, Oct 19
Frontier Logo
4:41 pm - 10:19 amORD  Chicago O'Hare Intl-SJU San Juan Luis Munoz Marin Intl
16h 38m1 stop Philadelphia
Frontier Logo
3:00 am - 7:51 amSJU  San Juan Luis Munoz Marin Intl-ORD Chicago O'Hare Intl
29h 51m1 stop Orlando
$217Frontier
Tue, Oct 27 - Sun, Nov 1
JetBlue Logo
2:42 pm - 10:09 pmORD  Chicago O'Hare Intl-SJU San Juan Luis Munoz Marin Intl
6h 27m1 stop Fort Lauderdale
JetBlue Logo
6:25 am - 1:44 pmSJU  San Juan Luis Munoz Marin Intl-ORD Chicago O'Hare Intl
9h 19m1 stop Fort Lauderdale
$232JetBlue
Tue, Oct 27 - Tue, Nov 3
JetBlue Logo
2:42 pm - 10:09 pmORD  Chicago O'Hare Intl-SJU San Juan Luis Munoz Marin Intl
6h 27m1 stop Fort Lauderdale
JetBlue Logo
5:30 pm - 11:57 pmSJU  San Juan Luis Munoz Marin Intl-ORD Chicago O'Hare Intl
8h 27m1 stop Fort Lauderdale
$232JetBlue
Mon, Oct 26 - Tue, Nov 3
United Airlines Logo
2:16 pm - 8:00 pmORD  Chicago O'Hare Intl-SJU San Juan Luis Munoz Marin Intl
4h 44mnonstop
United Airlines Logo
8:25 am - 11:47 amSJU  San Juan Luis Munoz Marin Intl-ORD Chicago O'Hare Intl
5h 22mnonstop
$237United Airlines
Mon, Oct 26 - Thu, Oct 29
United Airlines Logo
8:52 am - 2:40 pmORD  Chicago O'Hare Intl-SJU San Juan Luis Munoz Marin Intl
4h 48mnonstop
United Airlines Logo
7:25 am - 11:47 amSJU  San Juan Luis Munoz Marin Intl-ORD Chicago O'Hare Intl
5h 22mnonstop
$237United Airlines
Mon, Nov 30 - Tue, Dec 8
American Airlines Logo
8:05 am - 2:48 pmORD  Chicago O'Hare Intl-SJU San Juan Luis Munoz Marin Intl
4h 43mnonstop
American Airlines Logo
3:52 pm - 7:30 pmSJU  San Juan Luis Munoz Marin Intl-ORD Chicago O'Hare Intl
5h 38mnonstop
$237American Airlines
Tue, Mar 2 - Thu, Mar 4
American Airlines Logo
10:31 pm - 5:00 amORD  Chicago O'Hare Intl-SJU San Juan Luis Munoz Marin Intl
4h 29mnonstop
American Airlines Logo
4:00 pm - 7:42 pmSJU  San Juan Luis Munoz Marin Intl-ORD Chicago O'Hare Intl
5h 42mnonstop
$241American Airlines
Mon, Nov 9 - Thu, Nov 12
Delta Logo
6:00 am - 4:56 pmORD  Chicago O'Hare Intl-SJU San Juan Luis Munoz Marin Intl
8h 56m1 stop New York John F Kennedy Intl
Delta Logo
7:00 am - 5:20 pmSJU  San Juan Luis Munoz Marin Intl-ORD Chicago O'Hare Intl
12h 20m1 stop New York John F Kennedy Intl
$250Delta
Mon, Jan 18 - Fri, Jan 22
Delta Logo
11:10 am - 11:50 pmORD  Chicago O'Hare Intl-SJU San Juan Luis Munoz Marin Intl
10h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 5:34 pmSJU  San Juan Luis Munoz Marin Intl-ORD Chicago O'Hare Intl
12h 34m1 stop New York John F Kennedy Intl
$250Delta
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

Round-trip flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport typically range from $303 to $546. The lowest price found in the past 5 days was $217, on Frontier.

What's the cheapest day of the week to fly from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport. It’s 7% cheaper than the average day, while Thursday is the most expensive, with prices 8% higher.

What’s the cheapest month to fly from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

•January is the cheapest month to fly from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport at $344 round-trip.
•December ($541) and November ($491) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 57% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport the cheapest?

Flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport are cheapest 12 weeks before departure. Booking in this window typically costs about 12% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from O'Hare Intl to San Juan

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Gabriel Leigh

Gabriel Leigh

Expert on SJU

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Key details for Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights

Low season

October

Cheapest flight

$110
Beat the crowds with an average 55% drop in travelers.
The most popular month to fly with an average 18% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport

When to book flights from O'Hare Intl to San Juan

Are your dates flexible? Find out the best times to travel from O'Hare Intl to San Juan based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport:

    • Earliest: departs at 8:00 am and lands at 12:47 pm
    • Latest: departs at 11:53 pm and lands at 4:40 am.

    The flight takes about 4h 47m.

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    Four cabin classes are available on flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How long is a flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    A nonstop flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport takes 4h 47m, covering 2,073 miles.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flight?

    Round-trip flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport range from $303 to $546, with an average of $405 over the past 12 months. Anything below $303 counts as a good deal.

  • How expensive are last-minute Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 2% above the $405 route average. Book 12 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $295 round-trip via New York John F Kennedy Intl (JFK), compared to $434 for nonstop.

  • How does on-time performance compare across airlines flying from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    Frontier is slightly above the route average for timely arrivals, while United Airlines has a lower on-time arrival rate. On-time arrival rates on Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights are:

    • Frontier: 86% on time
    • United Airlines: 83% on time
    • American Airlines: 75% on time

    Overall, flights on this route are punctual 80% of the time on average.

  • What is the standard checked-bag allowance on flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    The Airbus A321neo family is used most often on this route, operated mainly by United Airlines and Frontier. Other aircraft seen on the route include Boeing 737-800 variants.

  • How are flight departures from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport spread across the day?

    Morning is the busiest departure period on Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights, with 67% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 0%, and night flights for 0%.

  • Which airlines offer Wi-Fi on Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights?

    Two airlines offer in-flight Wi-Fi on Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights:

    • American Airlines
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

  • How are flight prices from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport looking right now?

    One-way fares from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport are currently lower than usual. Average one-way flight prices are about $118, which is 40% below the typical average for this route.

  • What car rental options are available at San Juan Luis Munoz Marin Intl Airport (SJU)?

    San Juan Luis Munoz Marin Intl Airport (SJU) hosts 5 major car rental companies, with daily rates starting from around $4 for economy cars. Top options include:

    • Routes Car & Truck Rentals
    • U-Save
    • Payless
    • Hertz
    • Europcar

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    Flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport usually depart from Chicago O'Hare Intl (ORD) and arrive at San Juan Luis Munoz Marin Intl (SJU).

  • What time of day has the fewest delays on flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    Morning flights have the fewest delays on this route, while evening departures tend to have the most.

  • At what point is a flight considered delayed from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport route, 22% of flights were delayed in the past 3 months, with delays averaging 2h 38m.

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport pass through?

    One-stop flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport most commonly connect through:

    • New York John F Kennedy Intl (JFK) - 50% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 15% of one-stop connections
    • Orlando (MCO) - 9% of one-stop connections
    • Fort Lauderdale (FLL) - 8% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    Yes. Flexible dates can save you up to 15% on flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport. Monday is the cheapest departure day at $378 round-trip on average, while Thursday is the most expensive at $441, a difference of $63.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    3 airlines operate flights between Chicago O'Hare Intl Airport and San Juan Luis Munoz Marin Intl Airport. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • Frontier

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 6h 58m, compared with 7h 43m via Atlanta Hartsfield-Jackson (ATL) and 7h 45m via Fort Lauderdale (FLL).

  • What is the time difference between Chicago O'Hare Intl Airport and San Juan Luis Munoz Marin Intl Airport?

    San Juan Luis Munoz Marin Intl Airport is 1 hour ahead of Chicago O'Hare Intl Airport (Atlantic Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in San Juan Luis Munoz Marin Intl Airport?

    Some of the most popular sights in San Juan Luis Munoz Marin Intl Airport are Viejo San Juan, Condado Beach and Puerto Rico Convention Center. These are among the most viewed places in San Juan Luis Munoz Marin Intl Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights?

    Among airlines operating Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights:

    • Frontier: offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Frontier: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Thursday. On this route, Monday flights average $378, about $63 less than Thursday fares (14% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 12 weeks before you fly. On this route, that window historically saves about 12% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport trip for January. Fares historically average $344 round-trip in that month - typically $197 less than the most expensive month, which is December (based on the last 12 months).
  • For the best chance of arriving on time, fly with Frontier. Over the past three months, 86% of Frontier flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport arrived on time, slightly above the route average of 78%. When flights on this route arrive late, they're delayed by an average of 2h 38m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • If you have the time, taking a 1-stop flight through New York John F Kennedy Intl Airport (JFK) can be cheaper than flying direct. The cheapest layover option averages $295 round-trip on this route - about $140 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to San Juan Luis Munoz Marin Intl Airport.

    • Coral by The Sea Hotel
    • Hampton Inn & Suites by Hilton San Juan
    • San Juan Airport Hotel

Prefer to fly direct from Chicago O'Hare Airport to San Juan?

 
Find which airlines fly direct from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl

Monday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Tuesday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Wednesday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Thursday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Friday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Saturday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Sunday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

See more direct flights

Direct returns

San Juan Luis Munoz Marin Intl to Chicago O'Hare Intl

Monday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Tuesday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Wednesday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Thursday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Friday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Saturday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Sunday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

See more direct flights

More options for your flight from O'Hare Intl to San Juan

Complete your trip to San Juan with a hotel stay or car rental